Sodium Carbonate → HCID 57448058, compound

HRID 1879013Notes

Reaction equation

HRID 1879013 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH3:9])[C:3]=1[Cl:10].I([O-])(=O)(=O)=[O:12].[Na+].C(=O)([O-])[O-].[Na+].[Na+].C(Cl)(Cl)(Cl)Cl.C(#N)C.[OH2:31]>[Ru](Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8]([CH3:9])(=[O:12])=[O:31])[C:3]=1[Cl:10]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 22592919water acetonitrile CCl4HCID 23667635Sodium periodateHCID 57448057HCID 57448057, compound

Product 1

HCID 57448058HCID 57448058, compound

Reagents, catalysts & solvents 1

HCID 61850Ruthenium trichlorideCatalyst

Procedure

To a mixture of 1-bromo-2-chloro-3-(methylthio)benzene (1.23 g, 5.2 mmol) and sodium periodate (3.3 g, 15.6 mmol) in carbon tetrachloride/acetonitrile/water (1:1:2, 30 ml) was added ruthenium trichloride (1 mg, 0.05 mol %). The resulting mixture was stirred at ambient temperature for 20 min after which aqueous sodium carbonate (10%, 50 ml) was added and the mixture was extracted with ethylacetate (3×100 ml). The combined organic phases was dried (MgSO4), filtered and evaporated to dryness to give the title compound (1.4 g). MS m/z (rel. intensity, 70 eV) 270 (M+, 66), 268 (M+, 48), 208 (65), 190 (77), 75 (bp).

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with ethylacetate (3×100 ml)
  3. dry with materialThe combined organic phases was dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-9335e1db90354932b05200372541ab3b
Source dataset
uspto-grants-2012_11
Patent number
US08314126B2

Reaction notes

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